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Merck
CN

700053P

Avanti

25-hydroxycholesterol-d6

Avanti Research - A Croda Brand

Synonym(s):

26,26,26,27,27,27-hexadeuterocholest-5-ene-3β,25-diol; 25-hydroxycholest-5-en-3-ol(d6)

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About This Item

Empirical Formula (Hill Notation):
C27H40D6O2
CAS Number:
Molecular Weight:
408.69
MDL number:
NACRES:
NA.25
UNSPSC Code:
41141804
Assay:
>99% (TLC)
Form:
powder
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description

cholest-5-ene-3β,25-diol-d6

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 1 mg (700053P-1mg)

manufacturer/tradename

Avanti Research - A Croda Brand

shipped in

dry ice

storage temp.

−20°C

General description

25-hydroxycholesterol (25HC) is synthesized from cholesterol in the presence of oxygen and enzyme cholesterol 25-hydroxylase and the conversion is dependent on nicotinamide adenine dinucleotide phosphate (NADPH) during toll-like receptor activation. 25HC is catabolized to 7α-hydroxylated sterol. 25-hydroxycholesterol-d6 is the deuterated form of 25-hydroxycholesterol.

Application

25-hydroxycholesterol-d6 has been used as an internal standard:
  • in the quantification of 25-OHC in jejunum samples by liquid chromatography with tandem mass spectrometry (LC-MS-MS)
  • in plasma samples by liquid chromatography-mass spectrometry analysis
  • for calibration curve generation for plasma oxysterol quantification

Biochem/physiol Actions

25-hydroxycholesterol is a liver X receptor ligand. This bioactive lipid regulates immune response and macrophages production from monocytes. 25-HC serves as an antiviral effector and may have therapeutic potential. It reduces cholesterol biosynthesis by inactivating sterol regulatory element binding protein and inhibits HMG-CoA reductase (HMGCR). 25-HC may play a protective role in myocardial ischemia-reperfusion injury by inhibiting apoptosis and regulating mitogen-activated protein kinase (MAPK) pathway.

Packaging

5 mL Amber Glass Screw Cap Vial (700053P-1mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC


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Storage Class

11 - Combustible Solids

flash_point_f

No data available

flash_point_c

No data available



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Editorial: 25-Hydroxycholesterol: a new life in immunology.
Jeffrey G McDonald et al.
Journal of leukocyte biology, 88(6), 1071-1072 (2010-12-03)
Ying Liu et al.
Journal of lipid research, 59(3), 439-451 (2018-01-05)
Cholesterol 25-hydroxylase (CH25H) catalyzes the production of 25-hydroxycholesterol (25-HC), an oxysterol that can play an important role in different biological processes. However, the mechanisms regulating CH25H expression have not been fully elucidated. In this study, we determined that CH25H is
Alzbeta Kloudova-Spalenkova et al.
The Journal of steroid biochemistry and molecular biology, 197, 105566-105566 (2019-12-25)
Oxygenated metabolites of cholesterol (oxysterols) have been previously demonstrated to contribute to progression of various cancers and to modulate resistance to breast cancer endocrine therapy in vitro. We measured prognostic roles of circulating levels of seven major oxysterols in the



Global Trade Item Number

SKUGTIN
700053P-1MG04061835189175